Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 6-bromohexanoate | HCID 117544 | — |
| Reactant | bis(4-methoxyphenyl)acetonitrile | HCID 234108 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54232873 | HCID 54232873 | 69.5% |
Reaction Steps
To a solution of bis(4-methoxyphenyl)acetonitrile (1.0 g, 4 mmol) in N,N-dimethylformamide (5 ml) was added 60% oil sodium hydride (0.24 g, 6 mmol) while stirring under ice-cooling. The mixture was stirred for 30 minutes under the same conditions, to which was added, while stirring under ice-cooling, ethyl 6-bromohexanoate (0.89 g, 4 mmol). The mixture was stirred for 2 hours at room temperature, to which was added a saturated aqueous solution of ammonium chloride. The mixture was subjected to extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous saline solution, which was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to a silica gel column chromatography, eluting with hexane--ethyl acetate (4:1) to give 1.1 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05891916 |
|---|
| Source dataset | uspto-grants-1999_04 |
|---|
| ORD ID | ord-31aff8ee110b40c480187bee87bc892e |
|---|
| Source note | uspto-grants-1999_04 |
|---|